Find Cabins in Cherry Plain for Rent from CA $165

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Cherry Plain Cabin Rentals

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Relax on the spacious deck with a covered seating area, surrounded by lush greenery.

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

10.0 out of 10, Exceptional, (122)
"Had an amazing weekend in this beautiful cabin! Highly recommend staying here! Great host, amazing views, beautiful property!"
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Taborton Harvest Boulder Pines Cabin in the woods
Exterior detail

Taborton Harvest Boulder Pines Cabin in the woods

10.0 out of 10, Exceptional, (12)
"Such a sweet spot in the woods! Can’t wait to come back."
The price is CA $165
CA $244 total
includes taxes & fees
Aug 9 - Aug 10
Taborton Harvest Boulder Pines Cabin in the woods
Florida Mountain Log Cabin!
Cozy cabin-style retreat with a spacious porch and steps leading up to the entrance.

Florida Mountain Log Cabin!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Place was super clean. Beds were comfortable. Location was great."
The price is CA $241
CA $528 total
includes taxes & fees
Aug 12 - Aug 13
Florida Mountain Log Cabin!
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
Cozy bedroom with a rustic ceiling, a made bed featuring a bear design quilt, and a window with a view.

Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !

10.0 out of 10, Exceptional, (14)
"Lovely location, charming property, great experience"
The price is CA $272
CA $427 total
includes taxes & fees
Aug 13 - Aug 14
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Situated in a wooded area, this charming house features a front porch and a small garden with plants and a decorative pumpkin.

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

9.8 out of 10, Exceptional, (29)
"We had a great time in the cottage. It was perfectly cozy for our family of 6. The cottage has everything you need to have fun on a cold winter night. We especially enjoyed the hot tub and board games! Thanks for a lovely stay - we will come back in the summer!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Dadzpad Cabin in Stephentown
Surrounded by lush foliage, this charming home features a sloped roof and a cozy chimney.

Dadzpad Cabin in Stephentown

5.0 out of 10, (2)
"House was clean and comfortably furnished. The kids enjoyed the arcade games and it was an overall good time. Only Issues were that the drive and walk ways were hidden in the snow and the house did not hold heat well "
Dadzpad Cabin in Stephentown
Breathtaking Mtn Views: Stylish Rustic Retreat!
Escape to a serene rural retreat surrounded by lush greenery and towering trees.

Breathtaking Mtn Views: Stylish Rustic Retreat!

10.0 out of 10, Exceptional, (29)
"The pictures of this place do not even do it justice. It was breathtaking. We had so much fun exploring Bennington during the day and returning to Big Sky to relax and enjoy the beautiful property. The house had everything we needed and more; the beds were so comfortable, and we enjoyed our time together. We will be back soon!"
Breathtaking Mtn Views: Stylish Rustic Retreat!
Taborton Harvest Timber Trails Unique cabin experience
Enjoy a cozy cabin stay with a front porch and deck area, perfect for taking in the surroundings.

Taborton Harvest Timber Trails Unique cabin experience

10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
The price is CA $165
CA $244 total
includes taxes & fees
Aug 9 - Aug 10
Taborton Harvest Timber Trails Unique cabin experience
Charming 3-bedroom Cabin for nature lovers
Set amidst a lush lawn and trees, this two-story house offers a serene retreat.

Charming 3-bedroom Cabin for nature lovers

8.0 out of 10, Very good, (1)
"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...
The price is CA $275
CA $514 total
includes taxes & fees
Sep 1 - Sep 2
Charming 3-bedroom Cabin for nature lovers
The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI
Row of charming townhouses with a central entrance and uniform architectural style.

The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI

9.6 out of 10, Exceptional, (9)
"Lots of room, good location, great host."
The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI
Crooked Lake Cabin
Escape to a serene lakeside retreat surrounded by lush greenery and tall trees, with a cozy cabin and tranquil outdoor space perfect for relaxation.

Crooked Lake Cabin

10.0 out of 10, Exceptional, (3)
"Very quiet very neat cottage on a small lake in Albany areaI would highly recommend this property.Lake view is beautiful with lots of windows to watch the water and boats working kitchen has new appliances, bathroom totally updated washer and dryer a big plus as well We felt relaxedas soon as we walked in"
Crooked Lake Cabin
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
Situated near a serene body of water, this charming building offers a peaceful retreat surrounded by lush greenery and a covered porch.

A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

10.0 out of 10, Exceptional, (2)
"We had a wonderful family weekend at the lake house. Beautiful place to stay. Perfect for a family gathering."
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
Cozy Log Cabin on a private lake with incredible scenery.
Enjoy a lakeside retreat with a spacious deck and porch overlooking the water.

Cozy Log Cabin on a private lake with incredible scenery.

10.0 out of 10, Exceptional, (4)
"A cozy lakefront cabin-nice and clean. The host was very responsive and went above and beyond with a few little extras for our crew. We loved being able to enjoy our morning coffee with a view of the lake. Our only wish was that the upstairs bathroom had a door. Would definitely stay here again!"
Cozy Log Cabin on a private lake with incredible scenery.
Luxury, modern AIRSTREAM at June Farms!
Miscellaneous

Luxury, modern AIRSTREAM at June Farms!

9.8 out of 10, Exceptional, (7)
"We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!"
The price is CA $363
CA $568 total
includes taxes & fees
Aug 17 - Aug 18
Luxury, modern AIRSTREAM at June Farms!
Den Outdoors Cabin With STUNNING Adirondack Views - EV charging available
Situated in a forest, this cabin offers a peaceful retreat with a spacious porch and comfortable seating area.

Den Outdoors Cabin With STUNNING Adirondack Views - EV charging available

2.0 star property
10.0 out of 10, Exceptional, (1)
"Wow - from the great looking property, the well appointed amenities, and a sunset that will keep you captivated, we had a lovely experience! The house had everything for a convenient and comfortable stay, along with a lot of character that made every day special. Great communication with the host helped us feel at home. The thoughtful preparation of a ready fire in the hot tub was a nice touch! Thanks, Matthew, for a great stay. "
Den Outdoors Cabin With STUNNING Adirondack Views - EV charging available
Cozy cabin in tranquil Canaan NY with WiFi, AC
Exterior

Cozy cabin in tranquil Canaan NY with WiFi, AC

Cozy cabin in tranquil Canaan NY with WiFi, AC
A stunning, modern Lodge with rustic charm at June Farms!
Exterior

A stunning, modern Lodge with rustic charm at June Farms!

10.0 out of 10, Exceptional, (4)
"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"
The price is CA $556
CA $871 total
includes taxes & fees
Aug 13 - Aug 14
A stunning, modern Lodge with rustic charm at June Farms!
Into the Woods- Berkshire Cabin Retreat!
Surrounded by lush greenery, this property features a brick building with a sloped roof and a well-maintained lawn with a circular seating area.

Into the Woods- Berkshire Cabin Retreat!

2.0 star property
Into the Woods- Berkshire Cabin Retreat!
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
Exterior

The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly

The price is CA $297
CA $591 total
includes taxes & fees
Sep 3 - Sep 4
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
Berkshire Mountain Cottage - Spectacular Views of Mount Greylock
Exterior

Berkshire Mountain Cottage - Spectacular Views of Mount Greylock

Berkshire Mountain Cottage - Spectacular Views of Mount Greylock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cherry Plain Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Nice place, well maintained, friendly staff, excellent breakfast. Good location but on a main road in a commercial area. Very convenient and comfortable!"
Jesse 2-night trip
Posted 10 hours ago
The Yankee, Trademark Collection by Wyndham